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Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions.

ABSTRACT: A water soluble [6]catenane consisting of two interlocking [3]catenanes was synthesised in 91% yield using readily accessible precursors. The new strategy features the simultaneous use of orthogonal Cu⁺-phenanthroline and CB[6]-ammonium interactions for preorganising the precursors and the efficient CB[6]-catalysed azide-alkyne cycloaddition as bond forming reactions for ring closing, resulting in high structural complexity and fidelity of the products without compromising interlocking efficiency. A related [4]catenane with three different types of macrocycles was also obtained in good yield.

SUBMITTER: Wang K

PROVIDER: S-EPMC5477039 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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Facile syntheses of [3]-, [4]- and [6]catenanes templated by orthogonal supramolecular interactions.

Wang Kai K Yee Chi-Chung CC Au-Yeung Ho Yu HY

Chemical science 20160115 4

A water soluble [6]catenane consisting of two interlocking [3]catenanes was synthesised in 91% yield using readily accessible precursors. The new strategy features the simultaneous use of orthogonal Cu<sup>+</sup>-phenanthroline and CB[6]-ammonium interactions for preorganising the precursors and the efficient CB[6]-catalysed azide-alkyne cycloaddition as bond forming reactions for ring closing, resulting in high structural complexity and fidelity of the products without compromising interlockin ...[more]

PMID: 28660056

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